When Ron Lynch, President of Tilted Kilt, a Celtic-themed sports bar and restaurant, goes undercover in his own company, he discovers one Kilt Girl crossing the line with customers. Also, one employee struggles to keep a brave face during unbearable personal circumstances, and the pressure heats up when the boss struggles to keep up in the kitchen.

When Stephen J. Cloobeck, Chairman and CEO of Diamond Resorts International (originally featured on the "Diamond Resorts" episode on Jan. 15, 2012), obtains a new chain of resort properties, he goes on an undercover mission for a second time to see how the acquisition is going for the team members and from the perspective of a hotel guest.